Ruthenium-catalyzed (2 + 2) intramolecular cycloaddition of allenenes.

J Am Chem Soc

Departamento de Química Orgánica y Centro Singular de Investigación en Química Biológica y Materiales Moleculares, Unidad Asociada al CSIC, Universidad de Santiago de Compostela, 15782 Santiago de Compostela, Spain.

Published: May 2011

We report a ruthenium-catalyzed (2 + 2) intramolecular cycloaddition of allenes and alkenes. We have found that the use of the ruthenium complex RuH(2)Cl(2)(P(i)Pr(3))(2), which has previously gone unnoticed in catalytic applications, is crucial for the observed reactivity. The reaction proceeds under mild conditions and is fully diastereoselective, providing a practical entry to a variety of bicyclo[3.2.0]heptane skeletons featuring cyclobutane rings.

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http://dx.doi.org/10.1021/ja200784nDOI Listing

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